This is an example from our textbook.
The substrate turned into a tertiary carbocation and then underwent a nucleophilic attack from water and formed an SN1 product. But my text has the following table for reaction predictions:
In this situation, water is a weak base/weak nucleophile and the substrate is tertiary so you would expect a mix of SN1 and E1 products per the table. But the example says that SN1 product is the only product. Should the example have had an E1 product as well? If so, list all of the products and which are major and which are minor. Thanks
Homework Answers
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This is an example from our textbook.
The substrate turned into a tertiary carbocation and then...
Dropdown Menus: 1. methyl, primary (unhindered), primary (hindered), secondary, tertiary 2. poor, weakly basic, strong...
Dropdown Menus:
1. methyl, primary (unhindered), primary (hindered), secondary,
tertiary
2. poor, weakly basic, strongly basic (hindered), strongly basic
(unhindered)
3. protic, aprotic
4. SN2, SN1, E1, E2, SN2 AND E2, SN1 AND E1, No Reaction
5. randomized, inverted, predictable but not inverted,
unchanged
6. a planar carbocation intermediate, backside attack transition
state, anti-periplanar transition state, other
CH3CH2ONa ??? CH3CH2OH Br OH OH OH De on an or rega ang Look at the given reaction and select the most appropriate...
strong nucleophile weak base strong bulky base strong nucleophile strong base Promote SN2/E2 weak nucleophile weak...
strong nucleophile weak base strong bulky base strong nucleophile strong base Promote SN2/E2 weak nucleophile weak base Promote SN1/E1 Promote SN2 Promote E2 CH Br HS NCT HO CHO CHÚCHO NaNO NaOH NOME Noe HOORS Conjugate acids have pka 16-18 Conjugate acids Recall, you make hydroxide have pka 11 or alkoxide ons from the corresponding alcohol or water and Nat CH,OH (MOH) HO CH,CH,OH (EXOH) | HC-Ć-o to CH tert-BUOK NOCH KOHBU NEOBU The structures above are all ways of...
Dropdown Menus: 1. methyl, primary (unhindered), primary (hindered), secondary, tertiary 2. poor, weakly basic, strongly basic...
Dropdown Menus:
1. methyl, primary (unhindered), primary (hindered), secondary,
tertiary
2. poor, weakly basic, strongly basic (hindered), strongly basic
(unhindered)
3. protic, aprotic
4. SN2, SN1, E1, E2, SN2 AND E2, SN1 AND E1, No Reaction
5. randomized, inverted, predictable but not inverted,
unchanged
6. a planar carbocation intermediate, backside attack transition
state, anti-periplanar transition state, other
OH Hom 유 용 The Tone The ♡ ♡ Tñ y OH H OH E OH F HO3 G Look at the given...
2. (1.5 pts) Label the following reagents as Good or Poor Nucleophiles AND as Strong or Weak Base...
2. (1.5 pts) Label the following reagents as Good or Poor Nucleophiles AND as Strong or Weak Bases. OK Na SH 3. (1.5 pt) Predict the productts) of the following reactions, if there are multiple products indicate which, if any, is the major product. Be sure to clearly mark the stereochemistry of chiral carbon atoms and draw multiple products if there is more than one stereoisomer that forms. HCI MeOH H2SO H2 Pd/BaSO4 quinoline 4. (3 pt) For the following...
(3 pt) For the following reactions: a) Label the substrate (1°, 2°, 3°), reagent (Good/Poor Nu,...
(3 pt) For the following reactions:
a) Label the substrate (1°, 2°, 3°), reagent (Good/Poor Nu,
Strong/Weak Base) and solvent (protic, aprotic).
b) Determine what mechanism will predominate (SN1, SN2, E1, or
E2).
c) Draw the product(s) you would expect to form, paying
attention to regioselectivity and stereoselectivity.
4. (3 pt) For the following reactions: a) Label the substrate (1º, 2º, 3º), reagent (Good/Poor Nu, Strong/Weak Base) and solvent (protic, aprotic). b) Determine what mechanism will predominate (SN1, SN2, E1,...
please help! a)asses substrate b) classify reagents (nuc/base, strong or weak) c)solvent used if not indicated...
please help!
a)asses substrate
b) classify reagents (nuc/base, strong or weak)
c)solvent used if not indicated
d)mechanism type
e)major & minor products including stereochemistry &
geometry
sn1,sn2, e1,e2
Weak nuc 4. xs Nal (SN2 H2O ignore Nuc/base effects of water weakbase good nuc tBuOK (potassium t-butoxide strong base conc. H2SO4 SO I heat HO elimina DONI
Look at the given reaction and select the most appropriate answer from the dropdown menus to...
Look at the given reaction and select the most appropriate
answer from the dropdown menus to fill in the analysis. Choose one
of the answers in the bracket:
The substrate haloalkane is a ["methyl", "primary (unhindered)",
"primary (hindered)", "secondary", "tertiary"] haloalkane. The
nucleophile is a ["poor", "weakly basic", "strongly basic
(unhindered)", "strongly basic (hindered)"] nucleophile. And the
solvent is ["protic", "aprotic"] .
This means the reaction likely follows a(n) ["SN2", "SN1", "E2",
"E1", "SN2 and E2", "SN1 and E1", "No...
For the first six blanks, please choose only options from the dropdown menus provided below the...
For the first six blanks, please choose only options from the
dropdown menus provided below the pictures.
Dropdown Menus:
1. methyl, primary (unhindered), primary (hindered), secondary,
tertiary
2. poor, weakly basic, strongly basic (hindered), strongly basic
(unhindered)
3. protic, aprotic
4. SN2, SN1, E1, E2, SN2 AND E2, SN1 AND E1, No Reaction
5. randomized, inverted, predictable but not inverted,
unchanged
6. a planar carbocation intermediate, backside attack transition
state, anti-periplanar transition state, other
CH3OH ~ ??? Br - în...
Please help! for each reaction a)assess the substrate b) classify reagent (strong or weak; nuc or...
Please help!
for each reaction
a)assess the substrate
b) classify reagent (strong or weak; nuc or base)
c) solvent type if not indicated
d)mechanism type
e) major & minor products; proper stereochemestry &
geometry..
sn1,sn2,e1,e2
Lot (E2) O NÁSH (SN a NUC on Etoho Weak nuc Tb xs Nal XS Nal (SN22 H2O ignore Nuc/base effects of water weakbase good nuc tBuOK (potassium t-butóxide) strong Oa ge conc. H2SO4 30 heat elminator 6. но 7. DBN Br (strong base) -OEt...
н.W. 10-E2, E1, Sn1 and Sn2 Each substrate undergoes E2 elimination with NaOCHs. Draw the ß-hydrogens,...
н.W. 10-E2, E1, Sn1 and Sn2 Each substrate undergoes E2 elimination with NaOCHs. Draw the ß-hydrogens, then draw each possible elimination product, and identify the major isomer. The first is shown as an example. Notice he base is a strong base which promotes 2nd order mechanisms Br Br major No need to draw all beta-hydrogens if they are equivalent. minor NaOCH Br Br Br Br
Dropdown Menus:
1. methyl, primary (unhindered), primary (hindered), secondary,
tertiary
2. poor, weakly basic, strongly basic (hindered), strongly basic
(unhindered)
3. protic, aprotic
4. SN2, SN1, E1, E2, SN2 AND E2, SN1 AND E1, No Reaction
5. randomized, inverted, predictable but not inverted,
unchanged
6. a planar carbocation intermediate, backside attack transition
state, anti-periplanar transition state, other
CH3CH2ONa ??? CH3CH2OH Br OH OH OH De on an or rega ang Look at the given reaction and select the most appropriate...
strong nucleophile weak base strong bulky base strong nucleophile strong base Promote SN2/E2 weak nucleophile weak base Promote SN1/E1 Promote SN2 Promote E2 CH Br HS NCT HO CHO CHÚCHO NaNO NaOH NOME Noe HOORS Conjugate acids have pka 16-18 Conjugate acids Recall, you make hydroxide have pka 11 or alkoxide ons from the corresponding alcohol or water and Nat CH,OH (MOH) HO CH,CH,OH (EXOH) | HC-Ć-o to CH tert-BUOK NOCH KOHBU NEOBU The structures above are all ways of...
Dropdown Menus:
1. methyl, primary (unhindered), primary (hindered), secondary,
tertiary
2. poor, weakly basic, strongly basic (hindered), strongly basic
(unhindered)
3. protic, aprotic
4. SN2, SN1, E1, E2, SN2 AND E2, SN1 AND E1, No Reaction
5. randomized, inverted, predictable but not inverted,
unchanged
6. a planar carbocation intermediate, backside attack transition
state, anti-periplanar transition state, other
OH Hom 유 용 The Tone The ♡ ♡ Tñ y OH H OH E OH F HO3 G Look at the given...
2. (1.5 pts) Label the following reagents as Good or Poor Nucleophiles AND as Strong or Weak Bases. OK Na SH 3. (1.5 pt) Predict the productts) of the following reactions, if there are multiple products indicate which, if any, is the major product. Be sure to clearly mark the stereochemistry of chiral carbon atoms and draw multiple products if there is more than one stereoisomer that forms. HCI MeOH H2SO H2 Pd/BaSO4 quinoline 4. (3 pt) For the following...
(3 pt) For the following reactions:
a) Label the substrate (1°, 2°, 3°), reagent (Good/Poor Nu,
Strong/Weak Base) and solvent (protic, aprotic).
b) Determine what mechanism will predominate (SN1, SN2, E1, or
E2).
c) Draw the product(s) you would expect to form, paying
attention to regioselectivity and stereoselectivity.
4. (3 pt) For the following reactions: a) Label the substrate (1º, 2º, 3º), reagent (Good/Poor Nu, Strong/Weak Base) and solvent (protic, aprotic). b) Determine what mechanism will predominate (SN1, SN2, E1,...
please help!
a)asses substrate
b) classify reagents (nuc/base, strong or weak)
c)solvent used if not indicated
d)mechanism type
e)major & minor products including stereochemistry &
geometry
sn1,sn2, e1,e2
Weak nuc 4. xs Nal (SN2 H2O ignore Nuc/base effects of water weakbase good nuc tBuOK (potassium t-butoxide strong base conc. H2SO4 SO I heat HO elimina DONI
Look at the given reaction and select the most appropriate
answer from the dropdown menus to fill in the analysis. Choose one
of the answers in the bracket:
The substrate haloalkane is a ["methyl", "primary (unhindered)",
"primary (hindered)", "secondary", "tertiary"] haloalkane. The
nucleophile is a ["poor", "weakly basic", "strongly basic
(unhindered)", "strongly basic (hindered)"] nucleophile. And the
solvent is ["protic", "aprotic"] .
This means the reaction likely follows a(n) ["SN2", "SN1", "E2",
"E1", "SN2 and E2", "SN1 and E1", "No...
For the first six blanks, please choose only options from the
dropdown menus provided below the pictures.
Dropdown Menus:
1. methyl, primary (unhindered), primary (hindered), secondary,
tertiary
2. poor, weakly basic, strongly basic (hindered), strongly basic
(unhindered)
3. protic, aprotic
4. SN2, SN1, E1, E2, SN2 AND E2, SN1 AND E1, No Reaction
5. randomized, inverted, predictable but not inverted,
unchanged
6. a planar carbocation intermediate, backside attack transition
state, anti-periplanar transition state, other
CH3OH ~ ??? Br - în...
Please help!
for each reaction
a)assess the substrate
b) classify reagent (strong or weak; nuc or base)
c) solvent type if not indicated
d)mechanism type
e) major & minor products; proper stereochemestry &
geometry..
sn1,sn2,e1,e2
Lot (E2) O NÁSH (SN a NUC on Etoho Weak nuc Tb xs Nal XS Nal (SN22 H2O ignore Nuc/base effects of water weakbase good nuc tBuOK (potassium t-butóxide) strong Oa ge conc. H2SO4 30 heat elminator 6. но 7. DBN Br (strong base) -OEt...
н.W. 10-E2, E1, Sn1 and Sn2 Each substrate undergoes E2 elimination with NaOCHs. Draw the ß-hydrogens, then draw each possible elimination product, and identify the major isomer. The first is shown as an example. Notice he base is a strong base which promotes 2nd order mechanisms Br Br major No need to draw all beta-hydrogens if they are equivalent. minor NaOCH Br Br Br Br
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